2-[N-(phosphonomethyl)(2H3)acetamido]acetic acid

• ChemBase ID: 159295
• Molecular Formular: C5H10NO6P
• Molecular Mass: 211.109761
• Monoisotopic Mass: 211.02457368
• SMILES: C(N(CP(=O)(O)O)C(=O)C)C(=O)O
• Canonical SMILES: OC(=O)CN(C(=O)C)CP(=O)(O)O
• InChI: InChI=1S/C5H10NO6P/c1-4(7)6(2-5(8)9)3-13(10,11)12/h2-3H2,1H3,(H,8,9)(H2,10,11,12)
• InChIKey: BFECXRMSKVFCNB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[N-(phosphonomethyl)(^2H₃)acetamido]acetic acid
• IUPAC Traditional name: [N-(phosphonomethyl)(^2H₃)acetamido]acetic acid
• Synonyms: N-(Acetyl-d3)-N-(phosphonomethyl)glycine; N-Acetylglyphosate-d3; N-Acetyl Glyphosate-d3

Database IDs

• CAS Number: 1346604-36-1
• PubChem SID: 162253430
• PubChem CID: 71312907

CALCULATED PROPERTIES

• Acid pKa: 1.5476596
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -6.065715
• LogD (pH = 7.4): -7.7397795
• Log P: -2.0873933
• Molar Refractivity: 40.9206 cm^3
• Polarizability: 16.337107 Å^3
• Polar Surface Area: 115.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 60-65°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A178248

A labelled metabolite of the pesticide Glyphosphate (G765000).

REFERENCES

• Siehl, D.L. et al.: J. Biol. Chem., 282, 11446 (2007)
• Env. Prot. Agen. EPA: Fed. Reg., 74, 67129 (2007)